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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 406814Erstellt: 25. Oktober 2026

Hydrochloric Acid → 4-phenyl-N-(piperidine-4-yl)quinazolin-2-amine

https://huagongshe.com/reaction/406814

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
Edukt4-Amino-1-Boc-piperidineHCID 1268291—
Edukt2-Chloro-4-phenylquinazolineHCID 3123582—
Lösungsmittel1-ButanolHCID 263—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt4-phenyl-N-(piperidine-4-yl)quinazolin-2-amineHCID 44140438117,1%

Reaktionsschritte

A solution of 2-chloro-4-phenylquinazoline (1.38 g, 5.75 mmol), and tert-butyl 4-aminopiperidine-1-carboxylate (2.81 g, 14.1 mmol) was heated at reflux in n-butanol (20 mL) for 4 h. After removal of the n-butanol on a rotary evaporator, dichloromethane (100 mL) was added and the suspension was sonicated for 30 min and filtered. The solution was then concentrated on a rotary evaporator to give a brown residue. This residue was purified by column chromatography on silica gel (95:5 hexanes/ethyl acetate) to yield a green oil that was treated with 4M HCl in 1,4-dioxane (100 mL) at 100° C. for 1 h. The solvent was removed on a rotary evaporator to give 4-phenyl-N-(piperidine-4-yl)quinazolin-2-amine (2.05 g, 90%) as a dark yellow solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08754092B2
Quelldatensatzuspto-grants-2014_06
ORD IDord-5bacfa027ebd4f24938d25582e667203
Quellennotizuspto-grants-2014_06